Latent ruthenium-indenylidene catalysts bearing a N-heterocyclic carbene and a bidentate picolinate ligand

Thibault E Schmid (1) , Florian Modicom (1) , Adrien Dumas , Etienne Borré (1) , Loic Toupet (2) , Olivier Baslé (1) , Marc Mauduit (1)

1 ISCR - Institut des Sciences Chimiques de Rennes
2 IPR - Institut de Physique de Rennes

A silver-free methodology was developed for the synthesis of unprecedented N-heterocyclic carbene ruthenium indenylidene complexes bearing a bidentate picolinate ligand. The highly stable (SIPr)(picolinate)RuCl(indenylidene) complex 4a (SIPr = 1,3-bis(2-6-diisopropylphenyl)imidazolidin-2-ylidene) demonstrated excellent latent behaviour in ring closing metathesis (RCM) reaction and could be activated in the presence of a Brønsted acid. The versatility of the catalyst 4a was subsequently demonstrated in RCM, cross-metathesis (CM) and enyne metathesis reactions

Keywords: latent catalyst; olefin metathesis; picolinate ligand; ruthenium indenylidene

Domains: Chemical Sciences

Thibault E Schmid, Florian Modicom, Adrien Dumas, Etienne Borré, Loic Toupet, et al.. Latent ruthenium-indenylidene catalysts bearing a N-heterocyclic carbene and a bidentate picolinate ligand. Beilstein Journal of Organic Chemistry, 2015, 11, pp.1541--1546. ⟨10.3762/bjoc.11.169⟩. ⟨hal-01216289⟩